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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453869Generated: October 29, 2026

Chlorosuccinimide → ethyl 3-chloro-1H-indole-2-carboxylate

https://huagongshe.com/reaction/453869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantEthyl indole-2-carboxylateHCID 73125—
SolventCarbon TetrachlorideHCID 5943—
Productethyl 3-chloro-1H-indole-2-carboxylateHCID 1332956273%

Reaction Steps

Ethyl 1H-indole-2-carboxylate (26.45 mmol, 1.0 equiv.) was dissolved in CCl4 (26 ml); NCS (29.10 mmol, 1.1 equiv.) was added and the mixture was heated for 16 h at boiling temperature. The resulting solid was filtered out, and the filtrate was washed with water (2×50 ml) and sat. NaCl solution (50 ml), dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by column chromatography (10% ethyl acetate in hexane). Yield: 73%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492559B2
Source datasetuspto-grants-2013_07
ORD IDord-1303256fd9f64009bd2f74afa1f7fe53
Source noteuspto-grants-2013_07